History Preserved

“Proud to have nothing but 5 star reviews from guests that stayed with us 4 years running!”

Celebrate Romance

“This B&B is by far the cleanest and best taken care of lodging I have ever stayed in. The beds are insanely comfortable. I had to call and ask what they use on them.” Meg

Classic Americana

“I’ve stayed at several B&B Inns and the Cherry Tree Inn is in a league of its own. This has been the most welcoming experience that we could have hoped for. There is pride of ownership throughout the beautiful and storied home and the owners take hospitality to another level! We absolutely cannot wait to return and visit our new friends. They really make you feel like family here!” Andrew

Country Charm

“We had a WONDERFUL time! The home itself is stunning, not to mention its kitschy history – and the hospitality was top notch. It was quiet, lovely, and welcoming.” Alissia

Groundhog Day The Movie

“Lori was a fantastic hostess and an awesome cook! The breakfast was fantastic! Such a beautiful house in such a charming town. I would highly recommend the stay!” Jaycee

Restored and Updated

“We were treated like royalty during our visit. The entire home was beautiful, the breakfast was delicious and the service was friendly, attentive and respectful. We could not have asked for a more perfect and memorable weekend. We are still talking about it. Thank you George and Lori for making us feel like family!” Patrick

Comfort and Style

“We are returning guests but haven’t been back since covid. The B&B is spotless (it always was before and continues to be!) and felt very safe…we felt comfortable chatting to other guests and also keeping our distance when needed!” Bridget

Welcome To

Cherry Tree Inn B&B

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL

We are a famous & Historic Victorian Bed and Breakfast where your enjoyment and comfort is our priority. Experience for yourself why all of our guest ratings are 5 stars since opening in 2017. Great food is prepared by award winning cooks and every detail of your stay is looked after by our attentive team. You may recognize our home from “Groundhog Day”. Yes, this is where Bill Murray stayed. Same house, yet anything but stuffy and repetitive!


Sit back, unwind, and forget about your troubles as you enjoy an ice tea on the front porch of this Historic Victorian home. Classic Americana is alive and well, and just waiting for you to take part in celebrating life.


Founded in 1844, Woodstock enjoys brick paved streets, classic architecture, and a welcoming town square surrounded by period lighting. Experience live events at the Opera House, down home pleasures at the Farmers Market, or discover the legend and history of Chester Gould’s “Dick Tracy”.

Bedroom Banner | Cherry Tree Inn B&B, Woodstock, IL

What We Offer

You have found your home away from home here at The Cherry Tree Inn Bed and Breakfast! Enjoy luxury and attention to the finest details without the usual expectation of other B&Bs. No rigid schedules, stuffiness or hovering. Your comfort and desire for a relaxing getaway are our priority.

We are here to serve you with kindness and friendship. You are welcome to spend time in the common rooms enjoying a nice drink and playing cards or just relaxing with a book. Feel free to sit and chat with us while cooking anytime we are downstairs. We would love to get to know other social butterflies. The better we know you, the better can serve your needs. Requests for little extras are always considered. You will have all of the local event information you could want readily available at our local publications and resource counter. Our information packet along with fabulous upgrade list is available for your ease and enjoyment.


Each morning you can enjoy waking up to the smell of fresh baked goods and a scrumptious homemade breakfast. Get up early for coffee in the parlor, sit on our lovely wrap-around porch, go for a stroll to The Square, or just sleep in. We will offer a fabulous family-style breakfast at 9 am in the dining room for all guests interested. We have separate dining options available and take to your room trays upon request.  We can cater to vegetarian and vegan diets, so please do not be shy and let us know your preferences or dietary limitations.

We’ve met our farmer’s and you can too. We will proudly be serving the freshest and finest locally sourced eggs, organic foods, meats and goods from our bi-weekly farmer’s market. We also acquire items from the ever-growing organic co-op in the surrounding farmland as well as our own backyard herb and small vegetable garden seasonally.

Breakfast Food | Cherry Tree Inn | The Groundhog Day House | IL

Reporting For Christmas Movie Trailer

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL
Cherry Tree Inn B&B | Groundhog Day House | Woodstock, IL

Hear What Our Guests Have to Say

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL

Opening Weekend

What a wonderful holiday at The Cherry Tree Inn.We have loved our time here on your opening weekend! Have a wonderful time on this adventure in Woodstock. We will share your wonderful place with friends in Grand Rapids, Michigan & Thailand.

Merrily & Janet

GREAT spot to house a corporate guest

We had someone come into town for a meeting, and had them stay at the Cherry Tree Inn. Our guest could not use enough superlatives! He initiated the conversation at the start of our meeting, thanking us for putting him up in such a wonderful inn… He said it was incredibly comfortable, spotlessly…


Don’t Miss The Bliss!

Don’t miss the bliss that the Cherry Tree Inn has to offer! Lori and George were wonderfully hospitable. We felt very welcome there. We thoroughly enjoyed the weekend together in this beautiful home. It felt like we went back in time, to a time when life was much simpler and wholesome. We danced…

Ed and Leslie N.


Lori & George, Thank you for allowing us to be guests in your historic Woodstock B&B. We celebrated our 37th anniversary in one of the nicest and most beautiful places in all our year together. We wish you much success in your years ahead as innkeepers and caretakers of this iconic home. Eagle, WI

Kevin & Eileen